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Key Documents

H20806

Sigma-Aldrich

4-Hydroxybenzyl alcohol

99%

Synonym(s):

NSC 227926

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About This Item

Linear Formula:
HOC6H4CH2OH
CAS Number:
Molecular Weight:
124.14
Beilstein:
1858967
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder or crystals

reaction suitability

reagent type: cross-linking reagent

mp

114-122 °C (lit.)

SMILES string

OCc1ccc(O)cc1

InChI

1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2

InChI key

BVJSUAQZOZWCKN-UHFFFAOYSA-N

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General description

4-Hydroxybenzyl alcohol (HBA) is a phenolic compound found in Gastrodia elata. It is an antioxidant and anti-asthmatic agent.HBA can also be used as a precursor to synthesize hydrogen peroxide-responsive copolyoxalate nanoparticles and polymers.

Application

4-Hydroxybenzyl alcohol can be used as a precursor for the synthesis of:
  • HBA-incorporated copolyoxalate (HPOX) nanoparticles as potential drug delivery system.
  • Poly(4-hydroxybenzyl alcohol) by enzyme catalyzed reaction.
  • 4-Hydroxybenzyl imidazole derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17, 20-lyase (P-45017α).
Ahmed S, et al.
Bioorganic & Medicinal Chemistry Letters, 19(16), 4698-4701 (2009)
Hydrogen peroxide-responsive copolyoxalate nanoparticles for detection and therapy of ischemia-reperfusion injury
D Lee, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 172, 1102-1110 (2013)
Changjun Park et al.
Polymers, 12(2) (2020-02-07)
Here we report the dual light- and thermo-responsive behavior of well-defined rod-coil block copolymers composed of an azobenzene unit, 2-(2-methoxyethoxy)ethyl methacrylate (MEO2MA) and oligo(ethylene glycol) methacrylate (OEGMA). Azobenzene-containing rigid rod blocks prepared by chain growth condensation polymerization of the azobenzene
Enzyme mediated oxidative polymerization of 4-hydroxybenzyl alcohol for optical applications.
Kumar V, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 39(10), 1183-1193 (2002)
Elodie Descamps et al.
Neuroscience research, 64(2), 137-142 (2009-05-12)
Induction of protein disulfide isomerase (PDI) is validated as a main mechanism by which 4-hydroxybenzyl alcohol (4-HBA), an active principle of Gastrodia elata Blume, reduces cerebral infarct volumes in a murine model of focal brain ischemia/reperfusion. In contrast to its

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